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Insulating Your Blazer feat. Westley Dimagiba

January 23rd, 2013

I’m not a fan of heavy winter coats. Most of the time the sun comes out and I end up dragging it around for half the day.

When it gets cold I usually just layer up my tailored jackets. This way, I can add or remove pieces as the temperature changes throughout the day and I am free to change the overall feel of a outfit at a moment’s notice.

Here’s three examples of how to casually insulate that favorite blazer of yours.

1. Trucker Layering


As you’ve recently seen from Unexpected Layering Pt. 2 and our WIWT posts, a denim jacket can slide right under your blazer.

The blazer keeps me presentable for the day, then I can easily stash it in my bag for a more casual evening.


Taking this denim jacket to my tailor years ago was one of the best investments I ever made.

During the colder months I use it like a cardigan and during warmer months it’s my go-to light jacket.

  • Two tone glasses by Ray Ban ·
  • Navy cotton jacket by JCrew ·
  • Denim jacket by Levis Vintage ·
  • Brown plaid pocket square Handmade in Philippines ·
  • Slim olive cargos by Uniqlo ·
  • Canvas & leather tote bag by Mismo ·
  • Navy socks by Uniqlo ·
  • Burgundy tassel loafers by Johnston & Murphy
  • · Blue oxford shirt by GANT

Blue USA Oxford Shirt

2. Something Old, Something New


As you may know, I’m a huge thrift shopper.

I love mixing something old (like this jacket and shawl cardigan) with something new (like these waxed jeans and penny loafs).


This jacket was at least one size too big when I found it. I took a risk hoping that my tailor could recut the shoulders and slim the body.

It wasn’t cheap, but I’m happy with it. Still a touch wide in the shoulders but I kind of like it – it’s a powerful look, like some 80’s mob boss sh-t.


Pattern-mixing doesn’t have to be in-your-face. There is sexiness in subtlety.

When you look closely you can see the micro-houndstooth, the ribbed knit of the sweater, and the herringbone in the flannel shirt.

  • Grey/black houndstooth double breasted jacket Vintage Yves Saint Laurent ·
  • Neutral wool cardigan Vintage ·
  • Grey herringbone dress shirt ·
  • Black waxed jeans by Nudie Jeans ·
  • Black socks by Kenneth Cole ·
  • Black leather penny loafers by Bass Weejun

3. Hot Date


A thin down vest is a great investment. Similar to the other two insulating items in this post, it can be worn as outerwear when the weather allows it.

Uniqlo has it figured out. Their “heattech” technology really works. It’s surprisingly warm while being remarkably thin and light.


Remember, a vest is supposed to be snug and should fit easily under a tailored jacket without affecting the silhouette much.

Nothing is worse than not being able to move comfortably during that date you’ve been dying to go on.


Again, I’m a vintage addict.

I almost never wear an outfit with at least one throwback piece, like this flannel vest with sick brass buttons.

  • Owen eyeglasses by Warby Parker ·
  • Navy suit jacket ·
  • Brown lightweight down vest by Uniqlo ·
  • Brown unlined leather driving gloves by Cole Haan ·
  • Blue vintage flannel Vest ·
  • Indigo denim jeans by J.Crew ·
  • Brown Winton woven braided leather belt by Trafalgar ·
  • Brown leather longwings by Florsheim
  • · White oxford cotton shirt by Thom Browne

White USA Oxford Shirt


Much love,



Photography by Alex Crawford